Find short term rentals in Highland Park, IL at the best prices
31 available short term rental offers
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Best Short term and Weekly rentals in Highland Park, IL
9.9 61 reviews
Highland Park, IL
28/08 – 30/08
$5069/nighttotal: $10138 (2 )
Witness Sunrise Over Lake Michigan
4 2
apartment , Highland Park
This Highland Park holiday home in Ravinia offers mesmerising Lake Michigan views and is within walking distance of the Ravinia Festival, Rosewood Beach, and local restaurants, with the Metra station and Chicago Botanic Garden a short drive away (approx. 1.6km and 3.2km respectively). Sleeping up to six guests, the recently renovated mid-century modern property boasts four bedrooms, two bathrooms, a fully equipped kitchen, roof deck, fireplace, large patio, and private sandy beach access (closed in winter).
9.6 4 reviews
Highland Park, IL
15/08 – 15/09
$355/nighttotal: $11005 (31 )
Home In Dt Libertyville Great For Navy Graduations
2 2
apartment , Libertyville
This Libertyville apartment, conveniently located near Libertyville's town centre and train station, offers easy access to Chicago and Milwaukee, and lies 13km from the Great Lakes Naval Training Center. The two-bedroom, two-bathroom flat sleeps six guests comfortably, boasting a fully equipped kitchen with dishwasher, fast Wi-Fi, Roku TV, and keyless entry; nearby attractions include Six Flags Great America, Lake Michigan beaches, and the Cuneo Mansion and Gardens.
9.3 24 reviews
Highland Park, IL
02/08 – 04/08
$270/nighttotal: $540 (2 )
Relax & Unwind At Our Deerfield, Il Family Hotel
1 2
B&B , Deerfield
This studio apartment in Deerfield, Illinois, offers a convenient base for exploring the region, situated within easy reach of Chicago's Magnificent Mile and Navy Pier. This pet-friendly accommodation provides separate living areas with entertainment facilities, a fully equipped wet bar, and a fitness centre, accommodating up to four guests.
This Highland Park apartment is situated in the Rivinia Business District, offering convenient access to local shops and restaurants. The ground-floor flat, sleeping two guests, boasts a full kitchen with a gas stove and refrigerator, a dedicated workspace with high-speed Wi-Fi, a 55” Samsung smart TV, Xbox One, in-building laundry, and free overnight parking.
10 5 reviews
Highland Park, IL
02/08 – 04/08
$584/nighttotal: $1168 (2 )
Well-equipped 2br Unit With Parking
2 2
apartment , Evanston
This two-bedroom, two-bathroom flat in North Evanston offers excellent public transport links, being a 1-minute walk from a bus stop and 2 minutes from the Evanston Central Street Metra Station, with Northwestern University a 6-minute drive away. This 65 square metre residence accommodates up to four guests and includes a fully equipped kitchen, in-unit laundry, secure parking for one car, and is pet-friendly for cats, situated conveniently near Leonidas Cafe Chocolaterie and Gichigamiin Indigenous Nations Museum.
9.8 45 reviews
Highland Park, IL
02/08 – 04/08
$1097/nighttotal: $2194 (2 )
6 Kings | Ping-pong | Gazebo!
1 2
apartment , Northbrook
This spacious Northbrook apartment, ideally situated near the intersection of I-294 and I-94, offers easy access to Wood Oaks Green Park (0.8km) and other North Shore attractions. Sleeping up to 16 guests in 5 bedrooms and 3 bathrooms, the property boasts a fully equipped kitchen, multiple smart TVs, a private garden with gazebo and fire pit, and parking for up to 8 cars.
10 32 reviews
Highland Park, IL
02/08 – 04/08
$440/nighttotal: $880 (2 )
4 Bedroom, 2 Full Bath. Centrally Located. Near O'hare Airport And Attractions
4 2
apartment , Glenview
This Glenview holiday home is situated 1.8km from Golf Mill Shopping Centre and within 4.8km of Glenbrook Hospital and The Glen Club. The 167 square metre property boasts four bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen with appliances such as a fridge, microwave, dishwasher, coffee maker and kettle, plus in-unit laundry facilities.
10 14 reviews
Highland Park, IL
30/07 – 02/08
$185/nighttotal: $555 (3 )
1 King Bed | Non-smoking, Kitchen
1 2
apartment , Vernon Hills
This Vernon Hills flat, situated on a lake, is 20 kilometres from Six Flags Great America and 27 kilometres from Chicago O'Hare International Airport. This 28 square metre apartment, suitable for two guests, features a double king-size bed, a fully equipped kitchen with a fridge and microwave, air conditioning, free WiFi, and on-site parking, with opportunities for motor boating on the adjacent lake.
9.8 87 reviews
Highland Park, IL
28/08 – 30/08
$1089/nighttotal: $2178 (2 )
A Wonderful Getaway Home On The North Shore!
1 2
apartment , Highland Park
This Highland Park house, a short distance (0.4 km) from Ravinia Festival and 2.4 km from the Chicago Botanic Garden, offers easy access to the North Shore's cultural attractions and Northwestern University. The 139 square metre, two-bedroom property sleeps four, boasting a fully equipped kitchen, patio with grill, semi-finished basement with fireplace, Alexa-enabled entertainment system, and parking; pets are welcome.
10 62 reviews
Highland Park, IL
28/08 – 30/08
$782/nighttotal: $1564 (2 )
Green Oasis In Law Suite
1 2
apartment , Highland Park
This one-bedroom flat is situated in Highland Park, a short 1.1 kilometre walk from Starbucks, parks, restaurants, dry cleaners and a Jewel supermarket. The apartment features a full kitchen with stainless steel appliances, a private washer and dryer, and a designated parking space in a long driveway, accommodating up to three guests.
8.8 3 reviews
Highland Park, IL
11/07 – 14/07
$813/nighttotal: $2439 (3 )
Amazing Mid-term Rental Entire Home In Glenview
3 2
apartment , Glenview
This three-bedroom, two-bathroom Northbrook house, less than 1.6km from Grove National Historic Landmark and NorthShore Glenbrook Hospital, offers convenient access to Glenview attractions. Sleeping eight guests, the property includes a washing machine, hair dryer, and is situated in a quiet suburban setting with easy access to amenities such as The Glen Club (within 4.8km).
9.9 12 reviews
Highland Park, IL
02/08 – 04/08
$175/nighttotal: $350 (2 )
1 King Bed | Non-smoking, Kitchen
1 2
apartment , Vernon Hills
This Mettawa flat offers convenient access to Chicago O'Hare International Airport (27 km) and Six Flags Great America (20 km). This one-bedroom flat, suitable for two guests, features a kitchen with a fridge and microwave, air conditioning, WiFi, and on-site parking, with a floor area of 28 square metres.
Best family friendly Highland Park, IL Short term rentals
Among the 31 accommodations in Highland Park, IL, here are the 4 best family friendly rentals
9.8 18 reviews
Highland Park, IL
15/08 – 15/09
$418/nighttotal: $12958 (31 )
Home W/ Porch In Dt Libertyville Near Naval Base
3 2
apartment , Libertyville
This Libertyville house, less than 2km from MainStreet Libertyville and within 5km of Lambs Farm and Pine Meadow Golf Club, offers convenient access to local attractions and Libertyville Station. The 182 square metre property boasts four bedrooms, two bathrooms, sleeps ten guests, and includes a fully equipped kitchen, garden, free Wi-Fi, and parking.
Highland Park, IL
02/08 – 04/08
$1039/nighttotal: $2078 (2 )
Parisian Inspired Escape - Close To Town & Nu
2 2
apartment , Evanston
This two-bedroom flat is located in Evanston's Church & Dodge district, 800 metres from Downtown Evanston and less than 1.6 kilometres from Northwestern University. This family-friendly property offers a gourmet kitchen, a lower-level family room with a movie screen, an office space, a sunny patio, and is close to Lake Michigan for water activities and Michigan Avenue for shopping.
Highland Park, IL
15/08 – 15/09
$514/nighttotal: $15934 (31 )
3 Bed Home In Dt Highwood - 2 Stops To Navy Base!
4 2
apartment , Highwood
This Highwood flat is situated in the town centre, a short walk from Highwood train station with a 35-minute express service to downtown Chicago, and a 20-kilometre drive to the Great Lakes Naval Base. This 112 square metre apartment accommodates up to 11 guests, offering two full kitchens, high-speed internet with YouTube TV, and complimentary Graduate Family Pizza Night for Navy graduate families, with parking for up to three cars.
10 1 review
Highland Park, IL
28/08 – 30/08
$2138/nighttotal: $4276 (2 )
Riverwoods Nature Retreat
3 2
apartment , Riverwoods
This mid-century modern house is located in Riverwoods, a short drive from downtown Chicago, Lake Michigan, Milwaukee, and Kenosha. The property is set in a peaceful and secluded location, perfect for a relaxing getaway. The house has three bedrooms, two bathrooms, and can accommodate up to eight guests. It offers a range of amenities including a fully equipped kitchen, a hot tub, a swimming pool, a fireplace, and a garden.
Best Highland Park, IL lodging with a kitchen
9.8 137 reviews
Highland Park, IL
15/08 – 15/09
$640/nighttotal: $19840 (31 )
Rejuvenate And Relax In The North Shore
1 2
apartment , Highland Park
This four-bedroom apartment in Highland Park is conveniently located just a short distance from Lake Michigan, the Chicago Botanical Garden, and Ravinia Festival, offering easy access to these attractions. It has received excellent ratings for its location, cleanliness, and user experience. The property comfortably accommodates up to 12 guests and features a large yard with outdoor furniture and a propane BBQ grill. Guests can enjoy amenities such as air hockey, darts, and board games, as well as a fully equipped kitchen with a fridge, microwave, dishwasher, and access to the entire home, including the garage.
9.8 14 reviews
Highland Park, IL
30/07 – 02/08
$176/nighttotal: $528 (3 )
Studio 6 Vernon Hills Ada Queen Bed Ri Shower Nsmk Kitchen
1 2
apartment , Vernon Hills
This Mettawa flat is conveniently located 27 kilometres from Chicago O'Hare International Airport and within 20 kilometres of Six Flags Great America. This accessible ground-floor studio apartment offers 28 square metres of living space for up to two guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and private on-site parking.
This Libertyville cottage is situated within 3km of Advocate Condell Child Day Centre, Main Street Libertyville, and Lambs Farm, offering easy access to shopping, dining, and family attractions. The self-catering property features three bathrooms, a fully equipped kitchen with oven, hob, microwave, and dishwasher, free Wi-Fi, and parking; it is a smoke-free environment and provides a comfortable stay for guests.
9.6 51 reviews
Highland Park, IL
15/08 – 15/09
$492/nighttotal: $15252 (31 )
Serene Retreat Awaits You!
4 2
apartment , Highland Park
This spacious four-bedroom apartment is located in Highland Park, just a short distance from Lake Michigan, the Chicago Botanical Garden, and the Ravinia Festival. It has received excellent user ratings and is ideal for families or groups of friends. The property offers a comfortable and well-equipped living space with a large capacity for up to 12 guests. It features a fully equipped kitchen, a garden, a spa, and secure parking, as well as a convenient location for exploring the local attractions and enjoying the many activities available in the area.
Frequently Asked Questions about short term rentals in Highland Park, IL
What are the best short term rentals in Highland Park, IL?
Best Highland Park, IL lodging with laundry available
9.9 182 reviews
Highland Park, IL
28/08 – 30/08
$1077/nighttotal: $2154 (2 )
"Serenity Of Evanston" 2 Bdr/2bath Modern-luxe Suite
2 2
apartment , Evanston
This apartment is situated in the heart of downtown Evanston, just a short walk from Northwestern University and a 15-minute train ride from Chicago city centre. It benefits from excellent ratings for location, cleanliness, and user experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Residents can enjoy a range of amenities including a fitness centre, outdoor swimming pool, free indoor parking, and a business centre.
9.6 33 reviews
Highland Park, IL
28/08 – 30/08
$1141/nighttotal: $2282 (2 )
Cozy Midcentury Modern Getaway
3 2
apartment , Highland Park
This mid-century home is located in Highland Park, just a short distance from O'Hare Airport and the Chicago Botanic Garden, making it ideal for exploring the area's attractions. The property has received excellent ratings for its location, cleanliness, and overall guest experience. The house has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It features a well-equipped kitchen, a garden, parking, and air conditioning, ensuring a comfortable and enjoyable stay.
Highland Park, IL
15/08 – 15/09
$343/nighttotal: $10633 (31 )
Comfort In Highwood- 4 Brs & Steps To The Train!
1 2
apartment , Highwood
This 1st-floor flat is situated in the centre of Highwood, a short walk from Highwood station, offering easy access to Chicago. This property accommodates up to 11 guests, featuring a fully equipped kitchen, high-speed internet, air conditioning in all rooms, and on-site parking for two vehicles.
Highland Park, IL
15/08 – 15/09
$518/nighttotal: $16058 (31 )
Cozy 4bd 2ba Home Near Downtown / Metra
1 2
apartment , Highland Park
This family-friendly flat in Highland Park is ideally located just a short walk from the Metra station, providing easy access to downtown Highwood and Highland Park's shops and eateries. This property accommodates up to eight guests across four bedrooms, featuring brand-new flooring, central air conditioning, and an open-plan living area for comfortable stays.
Best Highland Park, IL lodging with air conditioning
9.9 176 reviews
Highland Park, IL
28/08 – 30/08
$597/nighttotal: $1194 (2 )
Executively Appointed Condo, W/resort Amenities, Ind Gar, Pool, Gym+ Biz Lounge
2 2
apartment , Evanston
This apartment is located in downtown Evanston, a short walk from Northwestern University, Loyola University, and Kellogg School of Management, and a short train ride from Chicago. It has excellent user, location and cleanliness ratings. This one-bedroom apartment sleeps up to four guests and features a modern kitchen, a comfortable living area, and a private balcony. Amenities include a swimming pool, a fitness centre, a garden, and a terrace, perfect for enjoying the Evanston sunshine.
9.7 6 reviews
Highland Park, IL
28/08 – 30/08
$405/nighttotal: $810 (2 )
Private 3rd Floor Steps From Lake Michigan
1 2
apartment , Highland Park
This private third-floor flat in Highland Park offers excellent access to Lake Michigan, located within 500 meters, and the dining and shopping areas of Highland Park and Highwood, with direct Metra train access to central Chicago. This accommodation for two guests features a kitchenette with a fridge and microwave, air conditioning, a garden, and a European-style shower, with optional paddleboarding lessons available on Lake Michigan.
10 36 reviews
Highland Park, IL
28/08 – 30/08
$1445/nighttotal: $2890 (2 )
North Shore - Home Away From Home
1 2
apartment , Highland Park
This Highland Park home is just a short walk from the lakefront and a few minutes from the town centre. The peaceful neighbourhood provides a quiet retreat from the hustle and bustle of the town. The spacious house has four bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a garden, parking, and a family room with entertainment options for all ages.
9.7 6 reviews
Highland Park, IL
02/08 – 04/08
$1504/nighttotal: $3008 (2 )
*King Beds*modern* Renovated*north Shore
1 2
apartment , Northbrook
This recently renovated four-bedroom flat in Northbrook offers excellent access to major expressways, being just 5 minutes from the M294 and 10 minutes from the M94, placing it 32 kilometres from O'Hare International Airport and the Rosemont Convention Centre, and within 16-32 kilometres of several major hospitals. This spacious accommodation for up to 10 guests features a high-end kitchen with a Bertazzoni induction oven, air conditioning, and parking, making it ideal for families or groups seeking a modern and convenient base for exploring the North Shore.